His classmates included Mait Malmsten, Liisa Aibel, Katariina Lauk, Indrek Sammul, and Andres Puustusmaa.

His diploma productions included roles in Anton Chekhov's Three Sisters, and Madis Kõiv and Aivo Lõhmus' Põud ja vihm Põlva kihelkonnan nelätõistkümnendäma aasta suvõl in 1993, and Paul-Eerik Rummo's Tuhkatriinumäng in 1994.

Some of his earliest work at the Vanemuine included productions of William Shakespeare's King Lear and August Kitzberg's Kaval-Ants ja Vanapagan.

During his many years at the Vanemuine, he has performed as an actor in and director of works by such varied authors and playwrights as: Reginald Rose, Tom Stoppard, Jean Anouilh, Karl Ristikivi, Mikhail Bulgakov, Émile Zola, Martin McDonagh, Arthur Miller, Leonard Bernstein, Ingmar Bergman, and Rodgers and Hammerstein, among many others.

In 2005, he appeared in his first feature-length film as Lembitu in the Kaaren Kaer directed comedy Malev; a skewed interpretation of Estonia's history set in the year 1208.

In 2007, he made a cameo appearance in the Rain Tolk and Andres Maimik directed comedy Jan Uuspõld läheb Tartusse (English release title: 186 Kilometers), in which Estonian actor Jan Uuspõld plays a down-on-his-luck caricature of himself, trying to hitchhike from Tallinn to Tartu to perform in a role at the Vanemuine theater.

The film is set in World War II and is shown through the eyes of Estonian soldiers who had to pick sides and thus fight against their fellow countrymen.